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The Nook; Peaceful 2 bedroom cottage by the bay

Relax or go-for-it! The Nook is a stylish cozy cottage with great indoor/outdoor space. With water view and access including pier and boat ramp enjoy your coffee on the deck before taking to the water in one of the two kayaks or canoe or enjoying a bike ride (4 available) to get up close with nature. Catch fish, crabs or just a sunburn while enjoying time on the water. When ready there's plenty of shopping, eating and beaching to do in nearby towns! All topped off with a sunset over the water!

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Old Log Cabin School House w/10 acres on the Bay

Bring your family and relax in this Log Cabin School, hand built in 1899. Situated on a private peninsula, and with over 10 acres you will have unbelievable views and access to everything nature has to offer on both land and water! With its own private dock and beach, you will be equipped with kayaks, canoes, fishing rods, and crab traps to spend the day adventuring the Chesapeake Bay. Or you can sit back and relax on one of many water side hammocks, or just enjoy a fire on the private beach.

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Bavon Cottage, Family Getaway @ the Chesapeake Bay

Bavon is a private beach community on New Point Comfort in Mathew’s County, VA. Enjoy a white sand beach preserved by break waters that create perfect swimming coves for all ages. A short walk along the nature preserve brings you to a historic lighthouse, which can also be admired from the overlook pier. This vacation spot is loved by all beach goers, nature enthusiasts, and serenity seekers. Let your worries melt away and settle into the Bavon experience at this very well appointed cottage.

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Sunset Haven

Enjoy the Island life in this newly renovated, cheerful 3 bedroom, 2 bathroom cottage with 3 porches with water & sunset views. This charming 1900’s farmhouse is situated on historic Gwynns Island in Mathews County, a waterman’s delight. Small town with locally owned shoppes and restaurants is less than 10 minutes away. Public boat landing is less than 2 miles away on the island at the Hole In The Wall Restaurant. Bring your paddle boards, kayaks, & boat! This is a non-smoking property.

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3 BR Bay Home w Private Dock & all the Amenities

Half Shell Haven: an escape to the land and sea perfectly outfitted for enjoying the fruits of both, in what we like to call "low country" Virginia. The Haven is a beautifully maintained, open concept home with 3 bds and 2 baths that can comfortably sleep 8. A full kitchen and dining area (in- and outdoors) are at your disposal for enjoying the local bounty with friends and family. The backyard includes a game shed (with bar!), a hot tub and a private dock for crabbing or kayaking, or both.

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"Bee Haven" Cottage Retreat

Curious about what makes Gloucester so wonderful? Live like a local at "Bee Haven Retreat" and find out for yourself at our newly renovated 2 bedroom cottage. Super homey and spacious living allows for guests to have memorable family & friend time. Sit around with the windows open, sipping morning coffee. Our street is quiet & very safe with free parking spaces. Shops, restaurants, hiking, lovely beaches & Colonial Williamsburg all within a short driving distance of our home.

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The Bay Getaway

Getaway to this waterfront, cozy cottage. Spend your morning watching the sunrise with a coffee on the front deck, a day in the sun, and an evening making memories with family and friends on the screened porch. It's just a 15 min. drive to downtown Mathews and Gloucester CH. With a well-equipped kitchen, private dock, kayaks, beach access, two porches, outdoor games, and a hangout space under the house, you'll have all you need for your relaxing getaway to the Bay.

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The Cottage @ Captain Genes - Secluded Waterfront

Get away from the crowds! Private, secluded upscale waterfront cottage on ~5 acres; pool/hot tub feet from the back door (hot tub open year round). Waterview from most rooms. Direct Chesapeake Bay access on property via dock / kayak launch. ~15 mins to downtown. Fish/crab, kayak, screened porch views, relax by the pool, fire pit or hot tub with a drink. Bring your boat - marina ~4 mi away - put-in there & tie-up at our pier!

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Mystic Seahorse Cottage & game room

Welcome to our quiet corner of Gwynn’s Island! Walk to the beach, relax in the backyard, ride a bike, kayak, or book a fishing excursion; there's so much to do here. The cottage is clean and stocked with everything you need for a relaxing visit. Drive 10 minutes to Mathews for great restaurants and shopping, or an hour to Yorktown, Jamestown and Williamsburg. Come relax and enjoy some Island Time with us!

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Waterfront w/Floating Dock, Kayaks~Family Home

Cove Place is a newly renovated, 1 -story home with a dock and boat/trailer parking on 4 secluded acres. There is a smart tv in every room including the screened porch. Close to Zoll Vineyards (4.1 miles away), a chef owned winery that focuses on food and beverage pairings in their tasting room and Under the Stars Farm (8.6 miles), a family owned and operated lavender farm.

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Little Gray Beach House

Gwynn's Island cottage with magnificent views of the Chesapeake Bay! Located between 2 white sandy beaches--perfect for swimming or fishing. Great spot for kayaking and/or biking around historic island. Spectacular sunrises! Great bayside deck for cookouts, bird watching, and frequent dolphin-spotting!

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White Heron Cottage

Find yourself feeling cozy at this charming and peaceful home. Centrally located 15 minutes from our lovely little town and 45 minutes to Williamsburg, VA. Several public beaches are close by. Owners are proud Super Host who specialize in attention to detail and making sure guest have a great stay.

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Renovated, Waterfront Cottage on the Rappahannock!

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Waterfront Gloucester Cottage w/ Private Boat Dock

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Bungalow w/ Large Yard: 8 Mi to Cape Charles Beach

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The Ladybug - dog-friendly, arcade, Peloton, & EV

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The Crab Shack

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Locklies Innlet, A unique waterfront experience!

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Cottage on Prentice Creek

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Sea Salt Cottage: Tranquil Getaway 5 min to beach

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Dog friendly, large fenced yard! 1st Floor Bedroom

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Creeks End Farmhouse

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Historic Ware River Cottage at Glebefield

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White Heron Cottage

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Island Get-A-Way on the Chesapeake Bay with Beach

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Modern Beachfront Cottage with Endless Bay Views

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"Bee Haven" Cottage Retreat

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The Cottage @ Captain Genes - Secluded Waterfront

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Mystic Seahorse Cottage & game room

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Sunset Haven

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Little Gray Beach House

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